Southold Real Estate

     

    Southold, is a hamlet in the township of the same name. The hamlet of Southold is 93 acres of 122 parcels of land, located on the eastern end of Long Island in an area colloquially called the North Fork. Settled in 1640, Southold was the first English Settlement in the future New York State. There has been a tug-of-war between Southold and Southampton for ages as to which town was actually settled first. Those of us in Southold, believe that since the first harvest came from Southold – it had to be first!

     

    Southold offers a more relaxed way of life, with beautiful Beaches, Vineyards, Farms and Restaurants. Homes in Southold, especially with access to waterfront, are sought-after second homes making the location a desirable resort community offering a welcomed respite from the hustle and bustle of New York City less than 100 miles away.

    Southold’s rich history can be seen through many of the Victorian homes and Farmhouses in the community. Southold’s oldest structures – some dating to pre-revolutionary war - are found on and around Main Street in the Historic District, are part of the National Register of Historic Places. The Hamlet of Southold is the most commercially active business district on the North Fork between Riverhead and Greenport, and home to Southold Town Hall.

    Learn more about Southold

    to
     
     
     
    Search Search
    •  
    Search

    128  properties match your search;

    Save Search
    Showing 41 - 50 of 128 results| view:  results per page« first|...|3|4|5|6|...|last »
    • 1275 Ruch Lane Southold, NY 11971
      $1,150,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3542993
      This charming ranch-style home offers a picturesque setting at the end of Ruch Lane, boasting water views of Hashamomuck Pond. Situated on a generous half-acre lot, the property presents an ideal canvas for single-story living or potential renovation and expansion opportunities. Approved Southold Town building permit in place for a stunning five-bedroom, 4.5-bath residence complete with a pool and detached garage. Plans are available for review at showings. Scaled-back expansion utilizing the oversized two-car garage and full basement offers another avenue for customization, providing flexibility to tailor the property to suit specific needs and preferences. Just minutes from Southold Hamlet and Greenport village and a quarter mile deeded sound beach access.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 120 Korn Rd Southold, NY 11971
      $1,075,000
      4 Bedrooms 2 Full Baths
      Single Family For Sale NEW ML# 3548357
      This expanded farmhouse has one of the most desirable North Fork Locations in between the Southold town shops and the Founders beach & park. As you enter the home you will admire the original wide plank hardwood floors throughout. The first-floor entry begins with a large living room complete with coal burning stove, a first-floor bedroom, full bathroom, dining room, kitchen and a den that overlooks the lush gardens of the backyard. From the den you can step out on the balcony deck and will see a water view of Town Creek. On the second floor there are an additional 3 bedrooms and a full bathroom. There is plenty of storage offered with this property in the large barn or in the two-car garage with full loft area above. This home offers everything you need to live the perfectly relaxing life on the North Fork.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1900 Paradise Shores Rd Southold, NY 11971
      $999,000
      4 Bedrooms 2 Full Baths Sq. Ft. 1700.00:# Square Feet
      Single Family For Sale ML# 3496138
      Beautifully and tastefully renovated Modern Beach House - Needs nothing- Being sold fully furnished ! Enjoy this turn key 4 br 2ba home located on a private road and just steps to private bay beach. Outstanding inside and out, professionally designed and decorated, this house truly brings the outside in , and makes you feel one with nature. Enjoy all that Southold has to offer from Pristine Beaches, Award winning Wineries, and Top Tier Farm to Table Restaurants. You will be glad that you did!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 10105 Soundview Avenue Southold, NY 11971
      $995,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1900.00:# Square Feet
      Single Family For Sale ML# 3545938
      Back on Market! Just around the corner (two blocks!) from sunset watching at popular Kenney’s Beach. Built ground up in 2007, and meticulously maintained. This low maintenance home is turn key with new appliances and updated mechanicals. The finished bonus space above the garage is a must see! 3 Full Baths and 3 Bedrooms with possible 4th Bedroom/Den or office with closet on First Floor. Primary has en-suite bath and so much charm. Backyard is fully fenced with large Trex deck and complete privacy with mature trees. State of the art mechanicals, Pex plumbing and in a non-flood zone. Basement is dry and walk out. Possible pool.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2300 Pine Neck Rd Southold, NY 11971
      $965,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2300.00:# Square Feet
      Single Family For Sale ML# 3527188
      Move right into this completely renovated, turn-key Southold Village home close to town and all the best Peconic Bay beaches! Gutted to the studs and rebuilt in 2023, this home has new everything, including new roof, siding, insulation, heating & air systems, electrical, plumbing, flooring, kitchen, baths, laundry and more! The spacious open layout lends itself to a great entertaining space with tons of natural light. The kitchen has modern finishes and beautiful quartz countertops. All the bedrooms have hard wood floors and there is an oversized primary bedroom on the second floor. Enjoy sliders from the dining area to a back deck and huge backyard with plenty of room for pool. Great location, close to all the North Fork has to offer!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 44210 County Road 48 Southold, NY 11971
      $925,000
      Office Commercial ML# 3505116
      Don’t Miss Out On This Fantastic Opportunity To Have Your Very Own Business Center Right Off The Busiest Road On The North Fork! 50% Of This Complex Is On The Market. The Other 50% Shareholder Is Remaining In Situ. This Complex Comprises Of Many Different Units, Which Include The Following: Waiting Rooms, Reception Areas, Examination Rooms, Laboratories, Staff Cafeterias, Many Bathrooms & Ample Storage. It Also Has A Full Basement For Additional Storage. Brand New Asphalt Side Walk And Wooden Entrance Ramps. Winds Way Professional Center Is An Impeccably Maintained Complex. It Currently Consists Of Several Physicians Providing A Myriad Of Full Diagnostic Services To The People Of The East End And Further West, Servicing Long Island Proper. A Copious Amount Of Parking Makes It Very Accessible For You And Your Clients!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 555 Mill Creek Drive Southold, NY 11971
      $899,000
      2 Bedrooms 1 Full Bath Sq. Ft. 800.00:# Square Feet
      Single Family For Sale ML# 3529857
      Must see charming waterfront cottage. Newly renovated and with direct access to Arshamamoque Pond. Features 2 bedrooms & 1 completely new bathroom, painted wood floors and wood burning fireplace, 2-3 Car Parking Space & Electric Outlet Nearby. Amazing views from the open kitchen, living room and sunroom. Relax and enjoy beautiful sunrises, cool breezes and alfresco dining on the deck and at the fire pit. Move in ready.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 57190 Route 25 Southold, NY 11971
      $899,000
      Mixed Use Commercial ML# 3495998
      An opportunity to own prime real estate in the (HB) Hamlet Business District on the North Fork of Long Island. The property has ample parking and main road signage. Perfect for a real estate investor or entrepreneur looking to expand their business in Southold Town. Close to restaurants, shopping, wineries, and public transportation.
      Presented By: Century 21 Excelsior Realty  631-767-1069
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3715 Main Bayview Rd Southold, NY 11971
      $874,999
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1400.00:# Square Feet
      Single Family For Sale ML# 3543307
      Introducing 3715 Main Bayview Road in Southold, NY. This modern home offers 3 bedrooms, 2.5 bathrooms, and a spacious lot spanning 39582 square feet. Inside, the open concept living creates a welcoming ambiance for entertainment. The Chefs kitchen has modern appliances with ample counter space and storage. The main floor Master ensuite is its own private sanctuary. Outside, enjoy the tranquil back yard and direct creek front access for kayaking or paddle boarding to near by Goose Creek Beach. Schedule a showing today and experience the allure of 3715 Main Bayview Road for yourself.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1430 Bay Haven Lane Southold, NY 11971
      $775,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale NEW ML# 3546843
      Nestled within a private waterfront/beachfront community, this 3-bedroom, 1.5-bath cottage offers the perfect blend of charm and potential. Just three houses from the beach, this property is ideal for those seeking a tranquil retreat on the North Fork. With a picturesque setting and room for a pool, this home presents an excellent investment opportunity or an ideal first home for those looking to embrace coastal living. Step inside to discover the allure of 2 field stone fireplaces and 2nd floor balcony to relax and unwind. While this cottage may need a little love, its potential is boundless, offering the chance to create a dreamy escape. Whether you’re a savvy investor, a first-time homebuyer, or someone yearning for the laid-back lifestyle of the North Fork, this property beckons with its promise of tranquility and endless possibilities
      Presented By: Compass Greater NY LLC  917-803-1915
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 41 - 50 of 128 results| view:  results per page« first|...|3|4|5|6|...|last »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

    Questions? Just Ask!

    Submit